Find Casinos in Shepherdstown, WV

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Top Shepherdstown Casinos

❤️ Secluded 1940s Romantic Tiny House on the River

10.0 out of 10, Exceptional, (61)
"We truly loved this location and definitely will be back!"
The price is AED 149
AED 388 total
includes taxes & fees
12 Oct - 13 Oct
❤️ Secluded 1940s Romantic Tiny House on the River

Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!

10.0 out of 10, Exceptional, (5)
The price is AED 470
AED 1,329 total
includes taxes & fees
20 Oct - 21 Oct
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!

Clarion Inn Harpers Ferry - Charles Town

2.5 star property
8.0 out of 10, Very Good, (1002)
"This place had ample parking and our room was very clean and confortable."
The price is AED 339
AED 380 total
includes taxes & fees
3 Nov - 4 Nov
Clarion Inn Harpers Ferry - Charles Town

The Inn at Charles Town - Hollywood Casino

3.0 star property
8.6 out of 10, Excellent, (495)
"It is convenient to the casino and racetrack. The continental breakfast was average at best. For a tremendous breakfast try the Charlestown Family Diner across the street from this property."
The price is AED 441
AED 530 total
includes taxes & fees
3 Nov - 4 Nov
The Inn at Charles Town - Hollywood Casino

UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803

10.0 out of 10, Exceptional, (117)
"We stayed for an overnight to break up a long roadtrip. Property is great. Comfortable, cozy, and just what we needed. "
The price is AED 364
AED 588 total
includes taxes & fees
14 Oct - 15 Oct
UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803

Quality Inn Spring Mills - Martinsburg North

2.5 star property
7.8 out of 10, Good, (1003)
"Room was nice bed was comfortable breakfast was nice"
The price is AED 264
AED 295 total
includes taxes & fees
3 Nov - 4 Nov
Quality Inn Spring Mills - Martinsburg North

Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!

10.0 out of 10, Exceptional, (38)
"Very cute house! Fire pit area was very private. Hot tub is a bit in the open but has the curtains to make it feel more private. The house had everything we needed for our stay. "
The price is AED 331
AED 974 total
includes taxes & fees
4 Nov - 5 Nov
Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!

Charming Cabin in the Woods with River Access

9.6 out of 10, Exceptional, (34)
"Very quiet and cozy property. Well maintained and nice location."
Charming Cabin in the Woods with River Access

Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

9.4 out of 10, Exceptional, (16)
"Small basement apartment had all we needed and wanted. Wonderful location. "
The price is AED 413
AED 685 total
includes taxes & fees
8 Oct - 9 Oct
Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

9.8 out of 10, Exceptional, (188)
"Wonderful location near Antietam NP, Shepardstown, and Hagerstown. Small home but plenty of room. My family enjoyed their stay"
The price is AED 507
AED 615 total
includes taxes & fees
20 Oct - 21 Oct
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Shepherdstown Hotel Reviews

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Frequently asked questions

Searching for casino hotels in Shepherdstown?
If you're planning a gaming trip to Shepherdstown, you can roll the dice at Hollywood Casino at Charles Town Races, located 9.5 mi (15.2 km) away, though it's not the only place to visit while you're here. Visitors enjoy the historic sites and riverfront in this destination.
How many hotels that are good for gaming will I find in Shepherdstown?
Hit the casinos and have a good night's sleep at one of Expedia's 24 accommodations near casino gaming in Shepherdstown.
When should I take my casino trip to Shepherdstown?
You might spend a lot of your vacation inside, but if you're planning to venture beyond the casino, taking a look at local weather data can help you. The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 36°F. Average annual precipitation for Shepherdstown is 47 inches.
What is there to do in Shepherdstown?
You can head to Maddex Square, Hagerstown Premium Outlets, or Valley Mall to shop for the perfect souvenir. Shepherdstown is known for its historic sites, and you can check out cultural spots such as Shepherdstown Museum, John Brown Wax Museum, and Old Opera House. For more to see and do, you can plan to visit Shepherdstown Visitors Center and Shepherdstown Opera House.
What are my transportation options for my casino getaway to Shepherdstown?
Here are some transportation options in Shepherdstown: You can book a flight to the nearest airport, which is Martinsburg, WV (MRB-Eastern West Virginia Regional), situated 10.1 mi (16.3 km) from the city center. If you'd like to explore around the area, consider renting a car to take in more sights.